Loading AI tools
Chemical compound From Wikipedia, the free encyclopedia
1-Diazidocarbamoyl-5-azidotetrazole, often jokingly referred to as azidoazide azide,[5] is a heterocyclic inorganic compound with the formula C2N14.[6] It is a highly reactive and extremely sensitive explosive.
| |
| Names | |
|---|---|
| Preferred IUPAC name
N-(5-Azido-1H-tetrazol-1-yl)carbonimidoyl diazide | |
Other names
| |
| Identifiers | |
3D model (JSmol) |
|
| Abbreviations | AA |
| ChemSpider | |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C2N14 | |
| Molar mass | 220.120 g·mol−1 |
| Density | 1.723 g·cm−3[2] |
| Melting point | 78 °C (172 °F; 351 K) |
| Boiling point | Violent explosion at 110 °C |
| Solubility | Soluble in diethyl ether, acetone, hydrocarbons, chlorinated hydrocarbons[3] |
| Structure[4] | |
| orthorhombic | |
| Pbcn | |
a = 18.1289, b = 8.2128, c = 11.4021 | |
Lattice volume (V) |
1697.6 |
Formula units (Z) |
8 |
| Thermochemistry | |
Std enthalpy of formation (ΔfH⦵298) |
357 kcal·mol−1[5] (1495 kJ·mol−1)[2] |
| Explosive data | |
| Shock sensitivity | <0.25 J |
| Friction sensitivity | <1 N |
| Detonation velocity | 8960 m·s−1 |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards |
will unpredictably and violently detonate-Part of the nitrogen highly energetic compounds family. |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
1-Diazidocarbamoyl-5-azidotetrazole was produced by diazotizing triaminoguanidinium chloride with sodium nitrite in ultra-purified water.[6] Another synthesis uses a metathesis reaction between isocyanogen tetrabromide in acetone and aqueous sodium azide.[3] This first forms isocyanogen tetraazide, the "open" isomer of C2N14, which at room temperature quickly undergoes an irreversible cyclization reaction to form a tetrazole ring.[7]
The C2N14 molecule is a monocyclic tetrazole with three azide groups. This ring form is in equilibrium with isocyanogen tetraazide, an isomeric acyclic structure that has long been known to cyclize quickly to the tetrazole.[7]
It is one of a family of high energy nitrogen compounds in which the nitrogen atoms do not have strong triple bonds. This instability makes many such compounds liable to explosive decomposition, releasing nitrogen gas.
This tetrazole explosive has a decomposition temperature of 124 °C. It is very sensitive, with an impact sensitivity lower than 0.25 joules. It is, however, less sensitive than nitrogen triiodide. Decomposition can be initiated by only using contact or using a laser beam.[8] For these reasons, it is often erroneously claimed to be the world's most sensitive compound.[9][5]
The dictionary definition of azidoazide azide at WiktionarySeamless Wikipedia browsing. On steroids.
Every time you click a link to Wikipedia, Wiktionary or Wikiquote in your browser's search results, it will show the modern Wikiwand interface.
Wikiwand extension is a five stars, simple, with minimum permission required to keep your browsing private, safe and transparent.
